1-Pyridin-2-yl-2-(2-pyrrol-1-yl-phenylmethanesulfinyl)-1,4,5,6-tetrahydro-cyclopentaimidazole

ID: ALA348619

PubChem CID: 10644002

Max Phase: Preclinical

Molecular Formula: C22H20N4OS

Molecular Weight: 388.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [O-][S+](Cc1ccccc1-n1cccc1)c1nc2c(n1-c1ccccn1)CCC2

Standard InChI:  InChI=1S/C22H20N4OS/c27-28(16-17-8-1-2-10-19(17)25-14-5-6-15-25)22-24-18-9-7-11-20(18)26(22)21-12-3-4-13-23-21/h1-6,8,10,12-15H,7,9,11,16H2

Standard InChI Key:  QKZRPUNTAALDNQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
    5.1244   -3.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8666   -3.0511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2208   -4.2072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4836   -3.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4157   -2.9891    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0211   -4.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3047   -4.2262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9862   -2.2456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7137   -4.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7130   -3.3923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0066   -4.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3525   -1.7322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4094   -2.1660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5623   -4.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2118   -3.4155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4160   -3.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0107   -3.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3654   -3.7963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6158   -5.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4246   -4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7461   -1.9433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4469   -4.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0104   -5.4387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4721   -0.9267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4354   -5.4347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8587   -1.1334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7283   -5.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2240   -0.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  2  1  0
  5  1  1  0
  6  3  1  0
  7 11  1  0
  8  2  1  0
  9 10  1  0
 10  5  1  0
 11  9  1  0
 12  8  2  0
 13  5  1  0
 14  7  1  0
 15  7  1  0
 16 15  2  0
 17 14  2  0
 18  4  1  0
 19  6  1  0
 20  9  2  0
 21  8  1  0
 22 19  1  0
 23 11  2  0
 24 12  1  0
 25 20  1  0
 26 21  2  0
 27 25  2  0
 28 26  1  0
  4  6  2  0
 22 18  1  0
 28 24  2  0
 27 23  1  0
 16 17  1  0
M  CHG  2   5   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA348619

   3-pyridin-2-yl-2-[(2-pyrrol-1-ylphenyl)methylsulfinyl]-5,6-dihydro-4H-cyclopenta[d]imidazole

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 388.50

Molecular Weight (Monoisotopic): 388.1358

AlogP: 3.85

#Rotatable Bonds: 5

Polar Surface Area: 58.70

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.04

CX LogP: 4.01

CX LogD: 4.01

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.49

Np Likeness Score: -1.42

References

1. Yamada M, Yura T, Morimoto M, Harada T, Yamada K, Honma Y, Kinoshita M, Sugiura M..  (1996)  2-[(2-Aminobenzyl)sulfinyl]-1-(2-pyridyl)-1,4,5,6-tetrahydrocyclopent[d]imidazoles as a novel class of gastric H+/K+-ATPase inhibitors.,  39  (2): [PMID:8558532] [10.1021/jm950610n]

Source

Source(1):

• Scientific Literature